(Z)-3-Amino-3-[4-((E)-2-dimethylamino-vinyl)-6-methyl-2,2-diphenyl-3λ³,2λ⁴-[1,3,2]dioxaborinin-5-yl]-acrylonitrile

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (Z)-3-Amino-3-[4-((E)-2-dimethylamino-vinyl)-6-methyl-2,2-diphenyl-3λ³,2λ⁴-[1,3,2]dioxaborinin-5-yl]-acrylonitrile
• 英文别名: 2-[5-(1-Amino-2-cyanoethenyl)-6-methyl-2,2-diphenyl-1,3-dioxa-2-boranuidacyclohex-5-en-4-ylidene]ethylidene-dimethylazanium
• 化学式: C₂₃H₂₄BN₃O₂
• mdl: MFCD01305706
• 分子量: 385.273
• InChiKey: WCEHBPUBCACZDZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.16
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  71.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (Z)-3-Amino-3-[4-((E)-2-dimethylamino-vinyl)-6-methyl-2,2-diphenyl-3λ³,2λ⁴-[1,3,2]dioxaborinin-5-yl]-acrylonitrile 以 正丁醇 为溶剂， 反应 3.0h， 以44%的产率得到2-(2-amino-3-cyano-6-hydroxyphenyl)-8-cyano-5-hydroxy-4-methylquinoline
  参考文献：
  名称：

  Various approaches to the use of 3-acetyl-2-amino-4-hydroxy-1,3-pentadienecarbonitrile in heterocyclic synthesis

  摘要：

  Two approaches to the use of 3-acetyl-2-amino-4-hydroxy-1,3-pentadienecarbonitrile (1) in heterocyclic synthesis are considered. A method for preparing 3-acetyl-4-amino-5-cyano-2-methylpyridine directly from 1 and N,N-dimethylformamide dimethylacetal (DMF DMA) was proposed, together with a synthetic route to 2-(2-amino-3-cyano-6-hydroxyphenyl)-8-cyano-5-hydroxy-4-methylquinoline based an the transformation of hydroxyvinyl ketone 1 into its diphenylboron chelate and condensation of the latter with DMF DMA.

  DOI：

  10.1007/bf02495360